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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 471138Erstellt: 26. Oktober 2026

Triethylamine → tert-Butyl 4-(4-isopropylthiazole-2-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate

https://huagongshe.com/reaction/471138

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Edukt2-Thiazolecarboxylic acid, 4-(1-methylethyl)-HCID 22499307—
Edukttert-Butyl 1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylateHCID 53302318—
LösungsmittelDimethylformamideHCID 6228—
Produkttert-Butyl 4-(4-isopropylthiazole-2-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylateHCID 57988958—

Reaktionsschritte

HATU (0.924 g) was added in one portion to a stirred solution at 0° C. of 4-isopropylthiazole-2-carboxylic acid (0.32 g) and tert-butyl 1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate (example 12, step b) (0.547 g) and triethylamine (0.781 mL) in DMF (12 mL). The reaction mixture was stirred at room temperature for 2 hours. The mixture was partitioned between ethyl acetate and brine, the organic layer was washed twice with brine, dried over sodium sulphate, filtered and the solvent evaporated under reduced pressure. The crude product was purified by flash silica chromatography using 30% ethyl acetate in isohexane as solvent. Pure fractions were evaporated to dryness to afford the subtitled compound. Yield 0.54 g.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08629271B2
Quelldatensatzuspto-grants-2014_01
ORD IDord-d8fcc1eed7f94fa38ff68f5cbc1781fb
Quellennotizuspto-grants-2014_01